DW won a trip to DL several years ago (2003?), before we owned DVC. It was our first stay at the GC, which we did eventually buy in 2009. 3 or 4 nights, airfare, park tickets, gift card for food. I think the prize was valued at $4,000 when I got the 1099.
The happy part for us/sad part for some others is that DW wasn't the first winner. The sweepstakes had been closed for about 6 months when she got the email. So for those selected first, thanks for your spam blocker or for not checking your email (the notice came from an outside marketing company Disney uses to administer the sweepstakes)!!!